[ CAS No. 108649-59-8 ] 1-(2-Bromoethyl)-2,4-dichlorobenzene

Cat. No.: A368694

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2D 3D

Structure of 108649-59-8 * Storage: Sealed in dry,2-8°C

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* Storage: Sealed in dry,2-8°C

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Quality Control of [ 108649-59-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 108649-59-8 ]

Specification

Alternatived Products of [ 108649-59-8 ]

Product Details of [ 108649-59-8 ]

CAS No. :	108649-59-8	MDL No. :	MFCD07369774
Formula :	C₈H₇BrCl₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BJTSTVKJPXWNIY-UHFFFAOYSA-N
M.W :	253.95	Pubchem ID :	10848510
Synonyms :

Safety of [ 108649-59-8 ]

Signal Word:	Danger	Class:	8(6.1)
Precautionary Statements:	P280-P301+P310-P305+P351+P338	UN#:	2922
Hazard Statements:	H301-H318-H413	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 108649-59-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 108649-59-8 ]

[ 108649-59-8 ] Synthesis Path-Downstream 1~21

1
[ 288-88-0 ]
[ 108649-59-8 ]
1-<2-(2,4-dichlorophenyl)ethyl>-1,2,4-triazole [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 1421 - 1423

2
[ 108649-59-8 ]
[ 10387-40-3 ]
[ 1028279-93-7 ]

Reference： [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 3569 - 3584

3
[ 81156-68-5 ]
[ 108649-59-8 ]

Reference： [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 3569 - 3584

4
[ 108649-59-8 ]
[ 1028264-17-6 ]

Reference： [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 3569 - 3584

5
[ 108649-59-8 ]
[ 1026752-86-2 ]

Reference： [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 3569 - 3584

6
[ 108649-59-8 ]
2-[2-(2,4-Dichloro-phenyl)-ethylsulfanylmethyl]-2-hydroxy-succinic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 3569 - 3584

8
[ 108649-59-8 ]
[ 711017-43-5 ]

Yield	Reaction Conditions	Operation in experiment
		1- (2-BROMOETHYL)-2, 4-CHLOROBENZENE * (6.8g) was mixed with sodium sulphite (3.36g) in a 4: 1 mixture of water : dioxan (50MI) and heated to 140C overnight. A further 25ML of dioxan was added and reflux continued for a further 24 hours.. The mixture was then cooled to room temperature and concentrated in vacuo. The residue was triturated with diethyl ether and dried to give the title compound. RT 3.68min [M-Na] + 253. * Sharafian et AL., J. Het. Chem. 1994,31, 6,1421

Reference： [1]Patent: WO2004/52851,2004,A1 .Location in patent: Page 52

9
[ 536-75-4 ]
[ 108649-59-8 ]
[ 129254-90-6 ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 9 Preparation of 1-(2,4-dichlorophenyl)-3-(4-pyridyl)butane 1.0 g (9.35 mmol) of 4-ethylpyridine and 2.37 g (9.35 mmol) of <strong>[108649-59-8]2,4-dichlorophenethyl bromide</strong> were reacted in the same manner as in Example 1. The reaction product was purified to obtain 0.67 g of the desired compound (yield: 25.6%). The resulting compound was identified as 1-(2,4-dichlorophenyl)-3-(4-pyridyl)-butane (hereinafter referred to as compound 9) by the following analytical results.

Reference： [1]Patent: US5262420,1993,A

10
[ 95-92-1 ]
[ 108649-59-8 ]
C₁₂H₁₂Cl₂O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Magnesium turnings (13.2 g, 0.55 mol) were placed in dry THF (25 mL) undernitrogen. A small amount (10 mL) of (2-bromoethyl)benzene (92.5 g, 0.50 mol) dissolvedin dry THF (300 mL), added to the magnesium slurry and stirred for a few minutes withwarming until the reaction commenced. The remainder of the (2-bromoethyl)benzenesolution was added dropwise to maintain reflux over an hour, then the reaction mixturewas aged at reflux for an additional an hour. The reaction mixture was cooled to 25 C. In a separate flask, diethyl oxalate (88.2 g, 0.6 mol) was dissolved in dry THF (100mL) and cooled to -10 C. The supernatant solution of (2-phenylethyl)magnesiumbromide was sucked under nitrogen through a sintered-glass filter into a dropping funnel.The reaction temperature was held at -10 C as the solution of Grignard reagent wasadded dropwise over an hour to the diethyl oxalate. The sintered-glass funnel anddropping funnel were then rinsed with dry THF (100 mL), and the rinse was added to thebatch. The reaction mixture was allowed to stand for 30 min and then quenched byaddition of 3 M HCl (145 mL).Hexane (500 mL) was added, and the aqueous layer was discarded. The organicphase was washed with brine (100 mL) and saturated NaHCO3 (100 mL), until theaqueous layer measured to pH 5.0. The organic phase was dried with anhydrous Na2SO4.Filtered and washed with hexane, and the combined layers were concentrated to an oil invacuum. The crude keto ester (103.0 g) was vacuum distilled at 105-110 C (0.2-0.3 mmHg) to afford a colourless oil 90.0 g with 60% yield.

Reference： [1]Tetrahedron,2011,vol. 67,p. 6186 - 6190

11
[ 108649-59-8 ]
[ 1058856-50-0 ]

Reference： [1]Tetrahedron,2011,vol. 67,p. 6186 - 6190

12
[ 108649-59-8 ]
[ 1327337-56-3 ]

Reference： [1]Tetrahedron,2011,vol. 67,p. 6186 - 6190

13
[ 108649-59-8 ]
[ 1260521-21-8 ]

Reference： [1]Tetrahedron,2011,vol. 67,p. 6186 - 6190

14
[ 110-86-1 ]
[ 108649-59-8 ]
[ 1360869-10-8 ]

Yield	Reaction Conditions	Operation in experiment
	at 140℃;Neat (no solvent);	General procedure: Pyridine or 4-picoline (1 mmol) and phenylalkyl halide derivatives (1.2 mmol) were condensed at 140 C to yield the corresponding N-phenylalkyl pyridinium halides.refPreviewPlaceHolder26 W. Wichitnithad, T.J. McManus and P.S. Callery. Rapid Commun. Mass Spectrom., 24 (2010), p. 2547. [26] and refPreviewPlaceHolder[47] The products were solidified from diethyl ether. Sodium borohydride (5 mmol) was added in portions to a stirred solution of the N-phenylalkyl pyridinium halide (1 mmol) in 30 mL of dry methanol at 0 C. The mixture was stirred for an additional 4 h, and the solvent was subsequently removed under reduced pressure. The residue in 30 mL of water was extracted with ethyl acetate (3 × 20 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to near dryness under reduced pressure. The crude tetrahydropyridine was purified by column chromatography on silica using 1% triethylamine in hexane/ethyl acetate (1:5). The obtained product was eluted through a basic alumina column with CH2Cl2 to yield the corresponding N-phenylalkyl substituted 1,2,3,6-tetrahydro-pyridine, which was converted to the hydrochloride salt by dissolving the free base in 10 mL of 120 mM ethanolic HCl and evaporating to afford pure tetrahydropyridine hydrochloride.

Reference： [1]Bioorganic and Medicinal Chemistry,2011,vol. 19,p. 7482 - 7492

15
[ 108649-59-8 ]
[ 1351938-86-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2011,vol. 19,p. 7482 - 7492

16
[ 108649-59-8 ]
[ 1351938-92-5 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2011,vol. 19,p. 7482 - 7492

17
[ 108649-59-8 ]
[ 15128-90-2 ]
[ 1355026-31-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 537 - 542

18
[ 108649-59-8 ]
[ 1443040-00-3 ]

Yield	Reaction Conditions	Operation in experiment
93%	With sodium azide; In N,N-dimethyl-formamide; at 60℃; for 10h;	To a solution of <strong>[108649-59-8]2,4-dichlorophenethylbromide</strong> (1 g, 698 muL, 3.96 mmol) in 80 mL of anhydrous DMF, sodium azyde (523 mg, 7.9 mmol) was added and the mixture was stirred at 60 C for 10h. EtOAc (50mL) were added and washed with water (3 x 25 mL) and brine (3 x 25 mL). The organic layer wasdried with MgSO4 and concentrated under reduced pressure to give a yellow liquid (798 mg, 3.67mmol, 93%)

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 63,p. 892 - 896

19
[ 108649-59-8 ]
[ 1443040-02-5 ]

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 63,p. 892 - 896

20
[ 108649-59-8 ]
[ 1443040-03-6 ]

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 63,p. 892 - 896

21
[ 108649-59-8 ]
1-(2’,4’-dichlorophenylethyl)-5-formyl-1H-1,2,3-triazole [ No CAS ]

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 63,p. 892 - 896

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Isomers

Technical Information

• Alkyl Halide Occurrence • General Reactivity • Grignard Reaction • Hiyama Cross-Coupling Reaction • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling

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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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[ CAS No. 108649-59-8 ] 1-(2-Bromoethyl)-2,4-dichlorobenzene

Quality Control of [ 108649-59-8 ]

Related Doc. of [ 108649-59-8 ]

Product Details of [ 108649-59-8 ]

Safety of [ 108649-59-8 ]

Application In Synthesis of [ 108649-59-8 ]

[ 108649-59-8 ] Synthesis Path-Downstream 1~21

Technical Information

Precautionary Statements-General

Prevention

Response

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Physical hazards

Health hazards

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